Chemical Properties
Clear colorless liquid
Chemical Properties
10-Undecenal has a characteristic fatty, rose odor on dilution. It has an unpleasant sweet, fatty taste. This compound
tends to polymerize.
Chemical Properties
10-Undecenal was identified,
for example, in coriander leaf extract. It is a colorless liquid with a fatty,
green, slightly metallic, heavy, floral odor. The aldehyde can be synthesized from
undecylenic acid, for example, by hydrogenation of the acid chloride (Rosenmund
reduction) or by reaction with formic acid in the vapor phase in the presence of
titanium dioxide. In perfumery, 10-undecenal is one of the aldehydes essential
for creating the “aldehydic note.”
Mixtures containing undecenals with the double bond in other positions (9-,
8-, 7-) are also marketed and used in fragrances, for example, Aldehyde C
11 Iso
(Givaudan), Intreleven aldehyde (IFF).
Occurrence
Reported found in coriander leaf (Coriandrum sativum L.).
Uses
10-Undecylenic Aldehyde is derived from the reduction of Undecylenic Acid (U788820) which is used for the manufacture of pharmaceuticals, cosmetics and perfumery, including antidandruff shampoos, antimicrobial powders and as a musk in perfumes and aromas.
Definition
ChEBI: 10-undecenal is an undecenal.
Preparation
By oxidation of the corresponding alcohol or reduction of the corresponding acid; by passing vapors of formic acid and
undecylenic acid over TiO2 at 250°C under pressure; by passing vapors of undecylenic acid and methanol over a manganese dioxidebased
catalyst; or by reduction of ethyl undecylenate with lithium hydride and sodium in tetrahydrofuran solution at very low temperature
(–50°C).
Taste threshold values
Taste characteristics at 2.5 ppm: fatty, oily and aldehydic with a mandarin, citrus nuance.
Flammability and Explosibility
Non flammable
Safety Profile
LOW toxicity by
ingestion and skin contact. A skin irritant.
Combustible liquid. When heated to
decomposition it emits acrid smoke and
irritating fumes. See also ALDEHYDES.
